(4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane
(4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane (CAS 596851-24-0) is a chiral organosilicon compound. With a molecular weight of 267.83 g/mol, it serves as a valuable reagent in asymmetric synthesis, particularly for enantioselective allylation reactions. This strained silacycle is instrumental in constructing complex organic molecules with high stereochemical control, making it a key component in advanced chemical research and development.
- IUPAC
- (2S,4R,5R)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propen-1-yl)-1-oxa-3-aza-2-silacyclopentane,(4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-1,3,2-oxazasilolidine,(4R,5R)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propenyl)-1-oxa-3-aza-2-silacyclopentane,1-oxa-3-aza-2-Silacyclopentane(1R,2R)-pseudoephedrine allylchlorosilane
- Synonyms
- 596851-24-0C13H18ClNOSi(2S,4R,5R)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propen-1-yl)-1-oxa-3-aza-2-silacyclopentane(4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-1,3,2-oxazasilolidine(4R,5R)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propenyl)-1-oxa-3-aza-2-silacyclopentane1-oxa-3-aza-2-Silacyclopentane (1R,2R)-pseudoephedrine allylchlorosilane

Enantioselective Allylation
This reagent is specifically designed for enantioselective allylation, enabling the stereospecific introduction of allyl groups into various substrates. It is a powerful tool for the synthesis of chiral building blocks.
Asymmetric Synthesis
As a chiral catalyst precursor or reagent, it plays a crucial role in asymmetric synthesis, facilitating the formation of enantiomerically enriched products. Its strained ring structure contributes to its reactivity and selectivity.
Chemical Synthesis Research
Utilised in academic and industrial research settings, this compound aids in the development of novel synthetic methodologies and the preparation of complex organic molecules. It is part of the advanced reagents developed by Leighton's research.
| Molecular weight | 267.83 |
|---|---|
| Empirical formula | C13H18ClNOSi |
| Assay | 97% |
| Boiling point | 120 °C/5 mmHg |
| Density | 1.086 g/mL at 25 °C |
| Optical activity | [α]20/D −79°, c = 0.6 in ethanol |
| Application | Leighton’s Strained Silacycles: Powerful Enantioselective Allylation Reagents |

Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Flash point | >110 °C / >230 °F |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane used for?
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This compound is primarily used as a chiral reagent in asymmetric synthesis, particularly for enantioselective allylation reactions, allowing for the stereospecific introduction of allyl groups.
What is the CAS number and formula for this chemical?
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The CAS number is 596851-24-0, and the empirical formula (Hill notation) is C13H18ClNOSi.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at a purity of 97%. We do not represent this product as USP, BP, EP or any other pharmacopoeia grade.
How should this chemical be handled safely?
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This compound is a Warning substance that may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment in a well-ventilated area, and avoid contact with skin, eyes, and clothing.
Is this chemical exported by Tech Serve Solutions?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including this product.
How can I request a sample or quote?
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To request a sample or quote for (4R,5R)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane, please contact our sales team via the website or by phone.
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